ChemicalBook--->CAS DataBase List--->53885-35-1

53885-35-1

53885-35-1 Structure

53885-35-1 Structure
IdentificationMore
[Name]

Ticlopidine hydrochloride
[CAS]

53885-35-1
[Synonyms]

5-(2-CHLORO-BENZYL)-4,5,6,7-TETRAHYDRO-THIENO[3,2-C]PYRIDINE
5-(2-chlorobenzyl)-4,5,6,7-tetrahydrothieno(3,2-c)pyridine hydrochloride
5-[O-CHLOROBENZYL]-4,5,6,7-TETRAHYDRO-THIENO[3,2-C]PYRIDINE HYDROCHLORIDE
5-[O-CHLOROBENZYL]-4,5,6,7-TETRAHYDROTHIENOL[3,2-C]PYRIDINE HYDROCHLORIDE
TICLOPIDINE
TICLOPIDINE HCL
TICLOPIDINE HYDROCHLORIDE
2-c)pyridine,4,5,6,7-tetrahydro-5-(o-chlorobenzyl)-thieno(hydrochloride
2-c)pyridine,5-((2-chlorophenyl)methyl)-4,5,6,7-tetrahydro-thieno(hydroc
4-c-32
53-32c
panaldine
ticlid
ticlodix
ticlodone
5-(o-chlorobenzyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridinium chloride
ticlodipine hydrochloride
Anagregal, Caudaline, Panaldine, Ticlid, Ticlodix, 5-[(2-Chlorophenyl)-methyl]-4,5,6,7-tetrahydrothienol[3,2-C]pyridine
5-(o-Chlorbenzyl)-4,5,6,7-tetrahydrothieno(3,2-c)pyridiniumchlorid
tiklid
[EINECS(EC#)]

258-837-4
[Molecular Formula]

C14H14ClNS
[MDL Number]

MFCD00661081
[Molecular Weight]

263.79
[MOL File]

53885-35-1.mol
Chemical PropertiesBack Directory
[Appearance]

White Solid
[Melting point ]

205°C
[density ]

1.37 g/cm3
[storage temp. ]

Inert atmosphere,Room Temperature
[solubility ]

Sparingly soluble in water and in anhydrous ethanol, very slightly soluble in ethyl acetate.
[form ]

neat
[pka]

7.64(at 25℃)
[color ]

White
[Water Solubility ]

Soluble to 100 mM in water and to 100 mM in DMSO.
[Usage]

An antithrombotic. a platelet aggregation inhibitor
[λmax]

295nm(H2O)(lit.)
[Merck ]

14,9421
[InChI]

InChI=1S/C14H14ClNS.ClH/c15-13-4-2-1-3-11(13)9-16-7-5-14-12(10-16)6-8-17-14;/h1-4,6,8H,5,7,9-10H2;1H
[InChIKey]

MTKNGOHFNXIVOS-UHFFFAOYSA-N
[SMILES]

C12C=CSC=1CCN(CC1C=CC=CC=1Cl)C2.Cl
[CAS DataBase Reference]

53885-35-1(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xn,Xi
[Risk Statements ]

R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
[WGK Germany ]

3
[RTECS ]

XJ9089100
[HS Code ]

2934990002
[Toxicity]

LD50 in mice (mg/kg/24 hrs): 55 i.v.; >300 orally (Castaigne)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

2-(2-Chlorophenyl)acetonitrile-->Sodium borohydride-->Thieno[3,2-d]pyrimidine-7-methanamine (9CI)-->1H-Pyrrolo[3,2-c]pyridine, 6-methyl--->Carbon-->4,5,6,7-Tetrahydrothieno[3,2-c]pyridine-->1,3-Dioxolane-->Diisopropyl ether-->N-(2-Chlorobenzyl)-2-(2-thienyl)ethylamine hydrochloride-->2-Chlorobenzyl chloride
[Preparation Products]

Ticlopidine
Hazard InformationBack Directory
[Chemical Properties]

White Solid
[Originator]

Ticlid,Millot,France,1978
[Uses]

An antithrombotic. a platelet aggregation inhibitor
[Uses]

mucolytic, antibacterial, surface active agent
[Manufacturing Process]

A solution of thieno[3,2-c]pyridine (13.5 g; 0.1 mol) and 2-chlorobenzyl chloride (17.7 g) in acetonitrile (150 ml) is boiled during 4 hours. After evaporation of the solvent, the solid residue consists of 5-(2- chlorobenzyl)-thieno[3,2-c]pyridinium chloride which melts at 166°C (derivative n° 30). This compound is taken up into a solution comprising ethanol (300 ml) and water (100 ml). Sodium borohydride (NaBH4)(20 g) is added portionwise to the solution maintained at room temperature. The reaction medium is maintained under constant stirring during 12 hours and is then evaporated. The residue is taken up into water and made acidic with concentrated hydrochloric acid to destroy the excess reducing agent. The mixture is then made alkaline with ammonia and extracted with ether. The ether solution is washed with water, dried and evaporated. The oily residue is dissolved in isopropanol (50 ml) and hydrochloric acid in ethanol solution is then added thereto.
After filtration and recrystallization from ethanol, there are obtained 5-(2- chlorobenzyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine hydrochloride crystals (yield: 60%) having a melting point (Koefler block) of 190°C.
[Therapeutic Function]

Platelet aggregation inhibitor
[Biological Activity]

Selective P2Y 12 receptor antagonist. Inhibits ADP-induced platelet aggregation and displays antithrombotic activity following oral administration in vivo .
[storage]

4°C, away from moisture
[References]

[1] Chemical and Pharmaceutical Bulletin, 1994, vol. 42, # 8, p. 1676 - 1678
[2] Patent: CN105461735, 2016, A. Location in patent: Paragraph 0020; 0021
[3] Patent: CN105541862, 2016, A. Location in patent: Paragraph 0015; 0019
Spectrum DetailBack Directory
[Spectrum Detail]

Ticlopidine hydrochloride(53885-35-1)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

53885-35-1(sigmaaldrich)
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